1,509 results for sissy training

Forced Sissy Training A Cuckold

He was a naughty boy and made into a cum eating cuckold at first. The way his little dick reacted to the smell of quim smeared with gooey man milk. You see he couldn’t even produce a real nut. This little dicked twitch was soon to get what he deserved. He was naughty wacking off while he watched me get fucked. This pathetic excuse for a human is my brother. He had been staying with me after his failed marriage. Imagine this, his wife left him for a much better endowed black man. Roy, my brother, was caught stroking off when he first discovered his wife was getting the pipe from this hung black man. This was why he wasn’t getting any and he made it worse acting like a pervert while he watched his wife cheat on him. So, of course, I made his my bitch. He is at the panty and lipstick stage now. He was introduced to sucking big cum and quim juice covered dicks. Roy is soon to be quite the toy for all the joy of many cocks. His eggnog will be extra spunky this Christmas as a gang bang is eminent.

Forced Sissy Training

Hypnotic and Erotic Online sissy training

online sissy training

 

 

It would be your undoing.

You knew coming to me for online sissy training would unravel all of your male ego. 

Now Lay back and listen to me. You are safe but now we are going to a world where you can be the female you always wanted to be. Let go. Breathe in and out deeply. You are a woman, and will act as such. When you open your eyes you will be in a large bedroom. This is your room. Add your frilly curtains, a big four poster bed with pink satin sheets and a fluffy while duvet. The carpet is soft under your bare feet. You look down to see your toes are perfectly manicured with pink glitter polish and as you look at your hands you see a perfect American manicure on white tips! Hold your leg up, you are tanned and perfectly hairless. The Long dressing mirror is on your left look at your body. Your hair is grown out, you have become slender with a soft girly shape. Your heart beats fast as you look into your own eyes. Look at that sparkle. Now take three steps forward and kiss yourself. Because now we are going into your huge sissy closet. There you find thousands of dollars in perfect outfits. Purses, heels, dresses for every occasion. In the drawers in front of you you find hose, beautiful tiny panties ,negligees and bras. Dress yourself, tell me about everything you’re putting on. 

Now reach down and touch your pussy, your clit is a bit bigger than most women, but we can disguise that. Play with it in your panties, because now you are floating through rooms and you end up in a room where two brothers are asleep. They awake to say good morning beautiful, Naked Adonis men come and bow at your feet before lifting you up and bringing you back to your beautiful sissy room! This is where you begin serving them and those large cocks. You are manhandles and tossed around to be used as a personal slut to your two boyfriends. Double penetration as a sissy is the most divine way of exploring sissy Hypno training, don’t you agree? Can you feel each cock inside you, and down your throat now? 

sissy hypno training

Online Sissy Training During Lockdown

The interesting thing with this pandemic is, well that some have a lot more freedom and alone time to explore their kinks. Online Sissy Training has become more popular than ever. It’s safe and consensual. The ability to mail order things for these fantasies and needs is wonderful. The ability to dress up and have more time to train and explore is perfect. Now is the best time also. With the new round of restrictions and folks playing it safe during the Winter and Holidays means that the exploration of kinks is a great thing to do now. I am a trainer and an phone domination mistress. I want to help you realize that inner woman. I want you to understand that we can talk about all these needs and how they started. I will offer guidance and support for your needs and desires. I am very much committed to your transformation in real time or just in assisting with some kinky needs. The fact is, you do not need to hide or be shy with me. I am a mature and sensual dominant sissy mommy that wants you to achieve a new level of happiness. I want you to embrace the desire for young holes as a little girly girl. You may have the desire to dress for dick. You crave to see that coworkers big black cock and to be his bitch. I want to help you, Sissy.

Online Sissy Training

 

Thanksgiving Sissy Training

sissy trainingI am thankful for sissy training. I bet you are too. This Thanksgiving is different. Normally, my ex-husband and I would have a blended Thanksgiving dinner. We get along well. He remarried and has a daughter with his second wife. He is getting better about accepting that his boys are sissies. With the virus, we decided we would get together another time when it was safer. That leaves me, my daughter and my two sissy boys. I am not much of a cook. I am not much of domesticated goddess. What I am good at, however, is training sissies. I am the best sissy trainer you will find online. My sissy boys will tell you I am the best sissy mom too. The only stuffing anyone got last night was my two sissy boys. I had a special thanksgiving treat for them. Jerome came over. He is a black stud in my posse and one of the few studs I fuck who has no problem fucking my young sissies. They love cock. I have feminized them, so they are super pretty. At their age and with my help, they look more like girls than boys anyway, especially bent over. They were thrilled to see Jerome at the door. They call him black daddy. It is so cute. As soon as our house guest sat on the couch, my sissy girls sat on either side of him. They begged their black daddy for a salty treat. He unzipped his pants and out came an 11-inch tree trunk thick black cock. My girls were kissing and worshiping his monster cock. They giggled as it came to life in their hands and mouth. I was watching proudly as my femboys worshiped a big black cock. Jerome stuffed them better than I would stuff any turkey. It really got our holiday off to great start.

Welcome to Online Sissy Training

online sissy trainingWhen you specialize in online sissy training, you get to talk to folks from all over the world and all walks of life. I have a new sissy in my ever growing posses of sissies, cucks and faggots. This sissy is unique in many ways. First, she is from West Virginia. Not a state any of us get many calls from. A sissy thrives in a metropolitan area. At least out sissies do. Why? If you are under my tutelage as a sissy, there are things you need to do. Steps to becoming a sissy. For example, one of my favorite tasks is to send a sissy to Victoria Secret’s to try on bra and panty sets. I demand my sissies be honest that the purchase is for them. In smaller rural areas, this is not as easy because lots of folks know each other and the sales ladies do not get men buying lingerie for themselves often. A guy will stand out. Another task I am fond of is sending sissies to glory holes to learn some cock sucking skills. Small towns either do not have a glory hole or a fruit loop, or it is just too risky to go to one. As a sissy trainer, I care about my sissies. I do not want any of them harmed for being who they are. This new sissy was different also in that she has a military background and is masculine on the outside. A lot of sissies, most sissies, have small dicks and not much testosterone. My newest sissy has a 7-inch dick and is in shape too. No worries though. I will stick a big dick or a sissy clit in sissy panties all the same. This sissy also has some self-discipline. She has long been caged to prevent her from jacking off too much. My guess is her military background has helped her be disciplined. I love my job. I love training sissies from the ones with no clue yet that they are sissies to the ones already dedicated to being the best sissy they can be. Sissy school is open no matter where you fall on the spectrum.

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Online sissy training Kayla the Switch

online sissy trainingOnline sissy training Travis Aka sissy Kayla has been quite the experience! See he is a closet fag. He has to run and hide our phone calls because his wife doesn’t know about his indiscretions. I mean surely she has to know he is an uncover bisexual cock sucker! I could tell right away! Vibrating anal beads up that sweet back door ass pussy as he drives to get them food. He wants to tell me all about his craving for African food. BBC. His pink panties are under his work clothes in the mornings and he is jacking that cock off to me and him roleplaying some fun scenarios. And as Dominate as I am I have that switch part of me that will cave for a strong hand. I am a brat and when Kayla becomes Travis again and wants to fuck the shit out of me, I laugh and get snide with him. But my pussy is telling me that I want him to top me. I yell out fag, and he says I am his slutty whore. It sounds like a white trash scene from one of his porn movies. I give him his cock sucking home work for the week and tell him that he is still a faggot even though he likes pussy too. Don’t get me wrong I am still strong in my sissy phone sex game, but as a tease and a brat, I work well with sissy men who have a little more substance in their panties. And a little opphhh to back that faggot ass up! I do love a nice cock call with non faggots too! Just a brat with a whore pussy who can switch it up!

Online Sissy Training Available

online sissy trainingOnline sissy training has quadrupled in popularity during the quarantine months. Even though things are opening back up in most states, guys are still leery about going to professional mistresses. An online mistress is cheaper and safer. More discreet too because you can talk to us at your convenience. My busiest times are late at night and early mornings when the rest of your house is sleeping. I like my night sissies who can sneak into their wife or daughter’s panty drawers undetected.  If you are a sissy who is married and need to keep your lifestyle a secret, an online sissy trainer can work with what you have. You can steal panties out of the hamper or your wife’s drawer. You can borrow some make-up and some clothes. Maybe some jewelry and shoes too depending on your level of desire for the feminine look. Household items and food can become sex toys. Most sissies aspire to being cock sucking faggots and back door sissies. A cucumber or zucchini, even a water or beer bottle make excellent makeshift cocks. Many wives have a hidden toy in the house I can help you find too. I have helped men shave their bodies with online training. I have helped them find places near them where they can get some discreet faggot action. I have feminized them head to toe too. Just because you cannot safely go visit a sissy trainer, does not mean you cannot get sissy training. Phone sex sissy trainers and mistresses are here to make you the best sissy you can be.

Sissy training a new slut!

sissy trainingMy sister is bringing her new boyfriend over to meet me this weekend. He thinks that he’s just coming over for dinner and to hang out around a bonfire. I can’t wait to see the look on his face when he realizes that we are sissy training mistresses and he is going to be our newest sissy slut! As soon as he gets here, he’s going upstairs to my dressing room where I transform my sluts. I’m going to dress him in the usual frilly, silky pink panties that I love so much. I’ll do his makeup like a cheap slut and even put him in some sexy, strappy heels. I love watching a brand new sissy prance around in sexy lingerie for the first time. This time though, I’m not going to give him lessons on sucking and teasing cocks. He’s going to get a lesson in having his tight, little he-pussy stretched and pumped full of thick cream from a fat, hard BBC. I’ll teach her how to tease him and get that cock throbbing for her. I want to hear that sissy slut beg for that huge fuck rod to pound her little hole! The first time is always a little awkward but my sister and I know who we’re going to train, from the moment we meet them. Our whores are sissy sluts from the beginning, we just force them to live the truth!

 

Sissy Training With Arabella

Sissy trainingI know you want to be a Barbie princess just like me but you can’t just put on a pair of  panties and some high heals and call your self a pretty sissy!

It takes hard work!

The first thing we have to do is get rid of that cock!. Those things are the root of all evil!

We will not detach it because it will serve as a constant reminder of what you don’t want to be!

So we will tuck it away and then dress you up. We will put you in the prettiest sissy panties.

Yes we will make you pretty, do your hair, paint your nails. I may even lend you my pearls.

But the work starts when we start training you to act like a lady!

You will learn to walk like a lady and crawl like a whore.

You will learn to suck like a slut and never slurp!

And most important…

You will learn to take a big fat cock in your pretty little princess ass and never blow fuck farts!

Until you learn to do all that, you are nothing more than a sad little penis in a dress!

Anyone can be pretty but only the best sissy trainers can turn you into a Queen!

 

Online Sissy Training Just Got Three Times Hotter!

Online Sissy TrainingWe just might be too much for you! Three Sexy Mistresses for online sissy training? You better be able to handle us. Seems as if we get a lot of three girl calls to humiliate mother fuckers like you. The Stunning Queen Bitch Arabella is skilled in the art of make-up and getting your cock up classes. Transforming you into a living breathing fuck doll. Only maybe the cock that’s getting a rise isn’t yours! Maybe that big Meaty Extra large cock is yours to please! Who am I fucking Kidding? Of course it is sissy boi! You need to look the part if you’re going to be a girly little dicked man! sissy humiliation training

Then Comes wicked Hottie Janie! The big cock size queen who knows how to pick a big dick out to humiliate your ass! The bigger the better and this Seductive Beauty Knows you could never be even half as hot as us. So as Mistress and queen of Kink Arabella is getting you dressed she is teasing you and making fun of you in drag!  Teasing your little prick and pulling out the measuring tape to document the small peen you have to carry around for the rest of your life.  Just part of your sissy humiliation Training that’s all! You have everything to be ashamed of! We know what makes you break, and you better be ready to break for your Mistresses of humiliatingly  sissy fun! sissy phone sex

Once you get a taste of us we become your addiction! Don’t worry baby, we won’t hurt you! Maybe rough you up a little and make that ass red with a little tight ass spanking! Three hotties laughing at you and making sure you get to have all the big dick you can handle, and pushing you to your knees so you can worship us and cock appropriately.  Bringing in the big guns to compare a shrimp clit sized dick with. Worship the cock that you can never have. We all three know how jealous you are. So get to cock sucking bitch. You know you deserve multi-girl sissy phone sex so you can be turned into the sissy bitch you were meant to be!